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Chester VT Real Estate

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1782 Quarry Road Chester VT 05143

Chester, VT1782 Quarry Road

Price$1,150,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4763930

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,866

Four season retreat with VAST Trail access and great skiing close by. This 158 acre estate provides all you would want in a VT country farm/wilderness property. Sited within it's own three hilltops and at the end of a town maintained road, there is ultimate privacy. You will find open fields, wooded trails, a swimming pond and beaver ponds, a former soapstone quarry hidden within one of the peaks, a Morton Barn full of equipment and off road vehicles...even a dirt track to test your riding skills! The bldgs include a circa 1780 barn, an 1860 cape and a 1970's addition. The barn is being re-done as a grand finished space. All of the original beams are exposed. It will be a perfect studio, family room or game room upon completion. MUST be seen! The owner has also done extensive renovations to the residence to increase energy efficiency and to merge the older charm with modern improvements. The cape wing of the residence has a stunning state of the art kitchen, an open dining area, a gracious living room with re-worked original floors and a second floor master bedroom. The 1970's addition has been re-worked to enhance the bedroom spaces and the overall flow. A 2nd floor great-room boasts a massive fireplace and a great wrap-around deck to take in the beautiful views of your 158 ac acre estate. This property has been the dream project of its retired owner and this 5 year plan is coming to an end. This turnkey property awaits its next steward! Additional +/- 234 acres available.

Listed by Mark Roden of BH&G - The Masiello Group

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

465 Pennell Road Chester VT 05143

Chester, VT465 Pennell Road

Price$887,545The price has recently decreased

Est. Mortgage: $/month

MLS Number 4647843

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,044

At the end of a town maintained road and minutes from Okemo, this unique home offers incomparable craftsmanship and majestic views. Privately situated on 79+/- acres, there is a pond, sugar house, 3+ car garage, lighted tennis court and sophisticated tree house.The kitchen is not only beautiful with cherry cabinetry, quartz counters and soapstone floors, but a cook's delight, outfitted with large Subzero freezer and refrigerator, wine refrigerator, refrigerator drawers, Wolf double oven and 6-burner range, Blodgett salamander, warming drawer, dishwasher, compactor, and Winekeeper wine dispenser. The wall of windows in the living area overlooks the pond and beyond with long range views into NH. A round dining room is surrounded in glass and features a mahogany ceiling with a grapevine detail. Main floor also comprises an exquisitely detailed office, hot tub room and 2-room guest suite with kitchenette. Large wrap-around deck expands the living outdoors. Second floor has a grand master suite with views, sitting area, and soapstone bathroom with jetted tub and steam shower. Second bedroom has a sky light, window seats and en-suite bathroom. A stairway leads up to a second office. Walk-out lower level has a hobby room, wine cellar and family room with bathroom that could serve as a fourth bedroom, and plenty of unfinished space for storage. There is an attached garage, a detached 3-car garage with lift and a 18' X 36" sugar house. This property is a special find and must be seen!

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

397 Peck Road Chester VT 05143

Chester, VT397 Peck Road

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4754549

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,470

Pristinely set on 45 acres of expansive green pastures and shaded woodlands, this Federal style house, built circa 1780, has been completely renovated with historic integrity back to its original beauty. Recent improvements include a refinished kitchen, landscaping and new 12 over 12 mullion glass windows. The home boasts large rooms comprised of a charming tavern with a large attached greenhouse, large living room with enormous fireplace, an ensuite master bedroom, and exterior porches. The homes' original features have been preserved to a high standard, including fireplaces, wide pine floors, moldings, balustrades, and more. Outbuildings include a custom built post and beam barn, four season studio or workshop, potting shed and barn/ four car garage. Outdoor living spaces abound. A stunning bluestone patio with stonewalls and seating overlooks the rivers, mountains and an historic c.1899 train trestle bridge with a wonderful swimming hole. The gardening enthusiast will delight in the 18th century style herb garden, and apple orchard lining a country road. For the equestrian or animal lover there is 600-foot gated corral. Nearby you will find an abundance of four season activities, such as downhill and cross country ski areas, golf, boating. Perfect for your Vermont Haven or a charming B&B.

Listed by Daire Gibney of Barrett and Valley Associates, Inc/Chest

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

228 Vermont Route 11 Chester VT 05143

Chester, VT228 Vermont Route 11

Price$775,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4757103

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,912

Right outside the Village of Chester tucked away on a hillside, is this tastefully updated contemporary home. Terrific southern views. Totally private. With great separation of space, you will want to invite all your friends. There are four bedrooms each with their own bath including separate guest quarters with a private entrance. Delight in preparing a meal in the brand new kitchen. Dine in front of the stone fireplace. Sip a cocktail in the cozy living room. Snowshoe or mountain bike on the nearby trails. Kick your shoes off in the new slate mudroom. Relax on the outdoor patio in the summertime. So much to enjoy throughout all four seasons in Southern Vermont - close to golf and skiing at nearby Okemo Mountain Resort. This property is enrolled in Vermont's Current Use Plan to manage the forestry and generate tax benefits with additional acreage available for those who seek more land. A perfect Vermont retreat!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1502 Popple Dungeon Road Chester VT 05143

Chester, VT1502 Popple Dungeon Road

Price$640,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4762267

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,445

Come fall in love! Just 3.5 miles from the green in Chester, is this stunning farmhouse built in 1989. A superb country location. The land is split onto both sides of the road providing permanent protection. Across the road from the house is a large, flat field that is perfect for horses. Over 1,300 feet of frontage along the South Branch of the Williams River. On the house side of the road, you will find multiple outbuildings & barns. Sheep & horses are currently at home here. Gardens, sheds, & a car barn with a huge studio above awaits craftspeople, writers, woodworkers, or exercise enthusiasts. Saving the best for last, the home is just stunning. Covered porches for quiet time. Enter through the front door to large foyer & hall. To the left is a formal parlor, & to the right, a large country kitchen with sitting room. The kitchen is every chef's dream from the appliances to the tile work. The dining room has a wall of windows overlooking the gardens & pasture. A mudroom & first-floor bedroom with bath & walk-in closet round out the first floor. Upstairs are three very generous bedrooms & two baths. The custom features throughout the home are fantastic -- tile work, painting, trim detail & more. The full, dry basement has loads of space. There is fiber optic internet, a generator, wood boiler, along with a traditional multi-zone oil boiler. This is a spot to call home for horse people, home business owners, artisans, families or retirees. Wait until you see it for yourself!

Listed by Betty McEnaney of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

319 Main Chester VT 05143

Chester, VT319 Main Street

Price$495,000The price has recently decreased

Active With Contract

MLS Number 4743335

  • Commercial
  • Year Built 1985
  • Acreage 8.76
  • Area Business District

This investment awaits your imagination! Are you currently a business owner and need a large facility in the heart of a thriving village? If so, this property has so much potential from its outstanding location to its large, lit parking lot. Formally a restaurant with a large dining room, we are excited to see the transformation a new owner may undertake! The possibilities seem endless, the only thing missing is your business plan and imagination. The property is located in the heart of Chester. A must see!

Listed by Joan Morey and Amanda Stearns of Barrett and Valley Associates, Inc/Chest

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

101 Stonehedge Lane Chester VT 05143

Chester, VT101 Stonehedge Lane

Price$475,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4748048

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,516

Beautiful country estate in village setting. Welcome to 101 Stonehedge - located just above the historic Stone Village in the quaint town of Chester. You will be met with a beautiful stone walled entrance and a hedge lined drive. An oversized 3 car garage has plenty of room for your vehicles as well as room to expand above. The atrium welcomes you into the home that is bright with sun filled rooms and quality finishes throughout. The 2 story living room has a fireplace, discreet wet bar, and 2 sets of French doors that lead out to a large deck. A second living space and game room provides ample room for entertaining year-round. The first floor master bedroom wing also has French doors to the deck, a den, walk in closet, and well appointed bathroom. Views of Flamstead Mountain can be seen from most rooms, the deck, and the well designed, easy care, perennial gardens. Nice sprawling grounds with ornamental trees, an arbor, brick pathways and even a chicken coop make this a perfect private retreat. Being centrally located allows ease of access to several ski areas, lakes, hiking, biking, and shopping. Come see what this home has to offer.

Listed by Katherine Burns of William Raveis Vermont Properties

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

244 Main Chester VT 05143

Chester, VT244 Main Street

Price$470,000The price has recently decreased

MLS Number 4720476

  • Commercial
  • Year Built 1825
  • Acreage 0.6

Built in Circa 1820 Victorian Inn is rich with history and located in the heart of Chester Village. Property offers an operating Inn with a gift shoppe, a beautiful Carriage House, flower gardens, chicken coop and peaceful lawn area separating a private cottage at the rear of the property. The Inn has beautiful details and many of its original features . Exquisite woodwork and large windows that allow for natural light. Offering six en-suite bedrooms and a small apartment space just above the gift shoppe. The common spaces include a dining area with a bay window, a cozy den with a gas fireplace and a gracious living room. The detached two-story Carriage House once offered home for horses and has a garage space for one vehicle. Both the Inn and Carriage House are registered on the National Historic Registry. The three bedroom cottage is full of character and offers privacy. Perfect for an owner, inn keeper quarters or an additional rental property. This property is a true gem with so many possibilities

Listed by Jessica Citera of TPW Real Estate

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

244 Main Street Chester VT 05143

Chester, VT244 Main Street

Price$470,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4721840

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 4,424

Built in Circa 1820 Victorian Inn is rich with history and located in the heart of Chester Village. Property offers an operating Inn with a gift shoppe, a beautiful Carriage House, flower gardens, chicken coop and peaceful lawn area separating a private cottage at the rear of the property. The Inn has beautiful details and many of its original features . Exquisite woodwork and large windows that allow for natural light. Offering six en-suite bedrooms and a small apartment space just above the gift shoppe. The common spaces include a dining area with a bay window, a cozy den with a gas fireplace and a gracious living room. The detached two-story Carriage House once offered home for horses and has a garage space for one vehicle. Both the Inn and Carriage House are registered on the National Historic Registry. The three bedroom cottage is full of character and offers privacy. Perfect for an owner, inn keeper quarters or an additional rental property. This property is a true gem with so many possibilities.

Listed by Jessica Citera of TPW Real Estate

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

665 10 Route Chester VT 05143

Chester, VT665 10 Route

Price$448,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4776152

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 5,482

Are you ready to live the ultimate dream of running your own business in Vermont? Once featured in Country Inns of New England this property could be yours! Current owner once operated a successful 24 seat restaurant that includes commercial kitchen, 6 nicely appointed rooms for guests (plus two additional rooms) and owner's quarters. What do you want to do? inn, bed and breakfast, retreat, events...you name it! Located conveniently to I91, Okemo Mountain (only a few minutes drive), several other ski resorts, the shopping in Manchester and villages of Chester, Weston and Cavendish you could not ask for a better spot to live and work in Southern Vermont. There is much to love about this antique farmhouse from the ornate woodwork to the hardwood floors this property feels like home. The barn offers a multitude of possibilities (woodworking shop, dance space, yoga space, events). The outdoor space speaks to country living with gardens, pond and level yard.

Listed by Lisa Kelley and Tyleen Murray of Kelley Real Estate, Inc.

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

352 Davidson Hill Road Chester VT 05143

Chester, VT352 Davidson Hill Road

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4762698

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4,234

If you're looking for a beautiful home with lots of room, long range views from a wrap around porch with expansive deck, granite counter-tops, and room to expand...then look no further. This home boasts over 4200 square feet of living space and a separate 30' x 40' heated workshop/studio with its own bath and laundry hook ups. High ceiling basement in main house with walk out slider adds to the expansion possibilities. A radiant heating system with Munchkin high efficiency boiler coupled with a whole house Lifebreath air handler and insulated concrete foundation makes this an efficient and cost effective home to maintain. Hardwood and tile floors in the common areas adds to the beauty of this spacious home. Enjoy the huge game room that currently houses a pool table, foosball table, and ping pong table. Owner recently replace the roof, sheet rocked the garage, resurfaced driveway, and painted the deck and porch. This home is ready for the next owner to enjoy for years to come.

Listed by Katherine Burns of William Raveis Vermont Properties

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1924 Mattson Road Chester VT 05143

Chester, VT1924 Mattson Road

Price$415,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4785615

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,500

What was once a bustling campground known as Hidden Valley Campground to many locals, can now be your next investment or forever home! This 73+ acre lot with 4 bedroom, 2 bath home with attached 2 car garage is just the start! The property is also home to a 33 camp sites with power and water, a hidden cottage, full 4 unit bath house, lean-to and 2 ponds as well as a large gravel pit. The road frontage boasts a lovely pond on Mattson Road and another hidden swimming pond located behind the campground which is equipped with a dock. A septic permit for the two 1500 gallon septic tanks is already in place for the camping area. One potential idea is a Tiny house community with the right permitting! The land could be used for just about anything with 73+ acres for hunting, fishing, and enjoying all VT has to offer! The possibilities are endless for this great place that is so rich in history from the original Mattson family. Come explore!

Listed by Amanda Stearns of Barrett and Valley Associates, Inc/Chest

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.68% last updated on 2019-12-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2019 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated December 11, 2019.

 

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